Vacation rentals in Cleveland

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Top-rated vacation rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Home in Howards Grove
Spacious lower level priv entrance no cleaning fee
Entire basement is for rent with a separate entrance. Kitchen area includes refrigerator, microwave, coffee pot, toaster, sink, dining table and chairs. NO STOVE OR OVEN IS AVAILABLE. Free Wifi and Cable TV. Air conditioning. Plenty of parking, keyless entry. 14 min to Road America, 13 min to Kohler, 9 min to Whistling Straits, 5 min to Lakeland University, 1 hr to Milwaukee, 1 hr to Green Bay. Lots of nice amenities, clean, spacious. No cleaning fee. Unit NOT set up for babies or toddlers.
Nov 25 – Dec 2
$95 per night
4.95 out of 5 average rating, 151 reviews
Guest favorite
Cabin in Elkhart Lake
Elkhart A-Frame, Wooded Retreat near Road America
The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.
Dec 23 – 30
$224 per night
4.99 out of 5 average rating, 186 reviews
Guest favorite
Cottage in Oostburg
Sandalwood Cottage - 300 Feet From Lake Michigan
A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.
Nov 8 – 15
$136 per night
4.97 out of 5 average rating, 227 reviews

Popular amenities for Cleveland vacation rentals

Other great vacation rentals in Cleveland

Guest favorite
Cottage in Fond du Lac
Beautiful Lake Home.
Apr 12 – 17
$146 per night
4.98 out of 5 average rating, 225 reviews
Guest favorite
Guesthouse in Oostburg
Beach House
Sep 22 – 29
$204 per night
4.9 out of 5 average rating, 252 reviews
Guest favorite
Home in Cleveland
Private lake home near Whistling Straits Kohler
Sep 8 – 15
$491 per night
4.83 out of 5 average rating, 12 reviews
Guest favorite
Home in Cleveland
Lake Michigan Views minutes to Whistling Straights
May 4 – 11
$261 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Home in Newton
Lake Home with Sweeping Views of Lake Michigan.
Nov 7 – 14
$295 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Home in Manitowoc
Beautiful downstairs unit.
May 12 – 19
$60 per night
4.88 out of 5 average rating, 43 reviews
Guest favorite
Cottage in Sheboygan
Cozy one bedroom cottage near lake Michigan!
Mar 24 – 31
$118 per night
5.0 out of 5 average rating, 67 reviews
Guest favorite
Apartment in Manitowoc
Lakeshore Bungalow Boutique
Jan 14 – 21
$67 per night
4.91 out of 5 average rating, 93 reviews
Guest favorite
Apartment in Manitowoc
2nd floor loft near the lake!
Aug 25 – Sep 1
$111 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Home in Reedsville
Newly remodeled farmhouse, quiet, comfy, and cozy.
Aug 22 – 29
$107 per night
4.97 out of 5 average rating, 39 reviews
Guest favorite
Cabin in Newton
Modern Country Retreat
Oct 26 – Nov 2
$182 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Sheboygan
3-Bedroom House with Attached Garage
Oct 10 – 17
$158 per night
5.0 out of 5 average rating, 46 reviews

Destinations to explore

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